(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)succinic acid 4-benzyl ester 1-tert-butyl ester

Base Information

• Chemical Name: (S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)succinic acid 4-benzyl ester 1-tert-butyl ester
• CAS No.: 168261-64-1
• Molecular Formula: C₃₀H₃₁NO₆
• Molecular Weight: 501.579
• Mol file: 168261-64-1.mol

Synonyms:(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)succinic acid 4-benzyl ester 1-tert-butyl ester

Chemical Property of (S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)succinic acid 4-benzyl ester 1-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)succinic acid 4-benzyl ester 1-tert-butyl ester

There total 4 articles about (S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)succinic acid 4-benzyl ester 1-tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

tert-Butyl 2,2,2-trichloroacetimidate (98946-18-0) + 9-fluorenylmethoxycarbonyl-O-benzyl-L-aspartic acid (150009-58-8,86060-84-6) → (S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)succinic acid 4-benzyl ester 1-tert-butyl ester (168261-64-1)

Guidance literature:

In diethyl ether; dichloromethane; for 48h; Inert atmosphere;

DOI:10.1039/b818606e

Reference yield: 98.0%

Fmoc-Asp-O-t-Bu (129460-09-9,134098-70-7) + benzyl bromide (100-39-0) → (S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)succinic acid 4-benzyl ester 1-tert-butyl ester (168261-64-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetone; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acsmedchemlett.7b00544

Reference yield: 95.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + 4-benzyl 1-t-butyl L-aspartate (94347-11-2) → (S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)succinic acid 4-benzyl ester 1-tert-butyl ester (168261-64-1)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 16h;

DOI:10.1016/S0957-4166(99)00013-0

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

4-benzyl 1-t-butyl L-aspartate

9-fluorenylmethoxycarbonyl-O-benzyl-L-aspartic acid

tert-butyl alcohol

Downstream raw materials:

4-benzyl 1-t-butyl L-aspartate

methyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic-acid α-tert-butyl ester)-2,3,4-tri-O-4-methoxybenzyl-α-D-manno-pyranoside

methyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic-acid α-tert-butyl ester)-2,3,4-tri-O-benzyl-α-D-manno-pyranoside

ethyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic acid)-2,3,4-tri-O-benzyl-1-thio-α-D-manno-pyranoside